Bukkit

What version of QuickShop are you using?
QuickShop 4.4
What version + build of Bukkit are you using?
1.6.2

What is the issue?
1. Place down a chest
2. Left click the chest with item you want to sell, then follow the instructions.
3. Stock chest with item

The issue is that Selling # line on the sign does not automatically update when items are placed/removed from the chest.
The only way to get the stock number to update on the sign is to interact with the chest by hitting it (Buy action).

Copy paste your config:
#Tax amount (decimal) - Eg, P1 buys $50 worth of stuff from P2.  Therefore, P1 loses $50, P2 gains $(1-0.05)*50, and tax-account gains $(0.05)*50.
tax: 0.05
#The fake player who money from taxing people goes to
tax-account: tax

#Should we log transactions/creations to Bukkit\Plugins\QuickShop\qs.log?
log-actions: true

#Advanced.  This chooses which economy to hook into.  If it fails, it will fall back to trying vault. Spelling must be exact. Case insensitive.
# Vault - Will hook into anything vault can hook into (Vault is required for this to work)
# Satoshis
# Want yours added? Contact me (Netherfoam) on dev.bukkit.org
economy: Vault

#For item-item based economies that don't use virtual coins.
whole-number-prices-only: false

database:
    mysql: false
    host: localhost
    port: 3306
    database: quickshop
    user: root
    password: passwd

#Limits the number of shops a person can create and own at a single time.
limits:
    #Disable these if you're not using them! If this is false, the rest of this section is ignored
    use: true
    #The default number of shops players can make
    default: 10
    #Players with these permissions can create these amounts of shops.
    ranks:
        #Anyone with 'quickshop.vip' permissions, can create 20 shops instead of 10.
        quickshop.vip: 20 #Players with quickshop.vip can make 20 shops.

#A list of block (materials) which can be used to create shops.
#By default, chests are added to this list.
#This will only work for blocks which implement InventoryHolder
#in other words, no enderchest shops, no shops on dirt blocks, etc.
#May cause unexpected behaviour with some blocks... Eg don't make a
#shop on a hopper (It sucks the display item in) and furnace shops
#allow players to put whatever item they want in all 3 slots and
#dispenser shops aren't protected from redstone... Etc.
shop-blocks:
    - CHEST
    - TRAPPED_CHEST

shop:
    #Cost to make a stall
    cost: 10
    #Should we refund when their shops are deleted/removed/broken?
    refund: true

    #Is there a fee for changing prices on a shop (Help deter endless undercutting)
    price-change-requires-fee: false
    #If price changes require a fee, how much is the fee
    fee-for-price-change: 50

    #Should we try and lock their shops from other players, so people can't steal from them?
    lock: true
    #Should we require players be sneaking to create and use shops?
    sneak-only: false
    #Should we automatically create the sign for the chest?
    auto-sign: true
    #If a player owns an unlimited shop, should they receive the cash from it or not?
    #If you buy from YOUR unlimited shop, you will NEVER be charged $$, regardless of this setting
    pay-unlimited-shop-owners: false
    #Should we place display items on the chests?
    display-items: true
    #Should we place item frames on chests?
    frame-items: true
    #When someone uses /qs find <item>, how far should we search in blocks?
    #This command lets users shop quickly without wasting time searching
    #Settings > 100 WILL cause lag. Don't do it, or don't cry when your server lags.
    find-distance: 45

#List of items to disallow selling of.  Anyone with quickshop.bypass.<itemID> can bypass it
blacklist:
    - 7 #Bedrock

If any relevant:
* What version of Vault are you running? Vault 1.2.26
* What economy and economy version are you running (E.g. BOSE or iConomy 6) BOSEconomy

Hit the chest after filling it if you want it to be updated, there's no easy and efficient way of working around this to my knowledge yet